4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline

Product Name: 4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline
CAS No.: 131230-76-7
Chemical Name: 4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline
Synonyms: 108696;4-[(TBDMS-oxy)methyl]-aniline;4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline;4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]benzenaMine;Benzenamine, 4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-
CBNumber: CB32658950
Molecular Formula: C13H23NOSi
Formula Weight: 237.41
MOL File: 131230-76-7.mol

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4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline Property

Boiling point:: 305.0±17.0 °C(Predicted)
Density: 0.952±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
pka: 4.32±0.10(Predicted)
Appearance: Light yellow to light brown Solid-Liquid Mixture
InChI: InChI=1S/C13H23NOSi/c1-13(2,3)16(4,5)15-10-11-6-8-12(14)9-7-11/h6-9H,10,14H2,1-5H3
InChIKey: WYUUHAORVPRPFB-UHFFFAOYSA-N
SMILES: C1(N)=CC=C(CO[Si](C(C)(C)C)(C)C)C=C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: D454490
Product name: 4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]benzenamine
Packaging: 1g
Price: $165
Updated: 2021/12/16

AK Scientific

Product number: 4035CS
Product name: 4-((Tert-butyldimethylsilyloxy)methyl)aniline
Packaging: 250mg
Price: $153
Updated: 2021/12/16

Matrix Scientific

Product number: 120931
Product name: 4-((tert-Butyldimethylsilyloxy)methyl)aniline
Purity: 97%
Packaging: 5g
Price: $900
Updated: 2021/12/16

Matrix Scientific

Product number: 120931
Product name: 4-((tert-Butyldimethylsilyloxy)methyl)aniline
Purity: 97%
Packaging: 10g
Price: $1365
Updated: 2021/12/16

Ambeed

Product number: A266026
Product name: 4-((tert-Butyldimethylsilyloxy)methyl)aniline
Purity: 95%
Packaging: 100mg
Price: $41
Updated: 2021/12/16

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4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline Chemical Properties,Usage,Production

Uses

4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]benzenamine is used in the synthesis of immunomodulatory agents.

Synthesis

135605-97-9

131230-76-7

General procedure for the synthesis of 4-((tert-butyldimethylsilyloxy)methyl)aniline from the compound (CAS: 135605-97-9): a mixture of 2a (243 mg, 1 mmol) and 1% Pd/Ni bimetallic catalyst (73 mg, 30 wt%) in methanol (10 mL) was subjected to an atmospheric-pressure hydrogenation unit, and hydrogen was passed through the unit at room temperature and atmospheric pressure. Stirring was continued until the uptake of hydrogen ceased (about 90 min). Upon completion of the reaction, the catalyst was removed by means of a magnetic stirring bar, followed by evaporation of the solvent using a rotary evaporator to afford product 1a as a yellow oil (210 mg, 98% yield), which was pure enough for 1H NMR and 13C NMR analysis. The product was characterized by the following data: IR (KBr) ν 3372, 1623, 1519, 1233 cm-1 ; 1H NMR (CDCl3, 400 MHz) δ 7.26-7.20 (m, 2H), 7.06 (d, 2H, J = 11.0 Hz), 6.87 (d, 2H, J = 11.0 Hz), 6.69 (d, 2H, J = 11.0 Hz), 4.90 (s, 2H), 3.69 (s, 2H), 2.28 (s, 3H); 13C NMR (CDCl3, 100 MHz) δ 156.8, 146.3, 129.7 (2C), 126.8, 115.0 (2C), 114.6 (2C), 70.1, 20.4. HRMS (ESI- TOF) (m/z): calculated value for C14H15NO, [M + Na]+: 236.1046, measured value: 236.1044.

References

[1] Journal of the American Chemical Society, 2000, vol. 122, # 28, p. 6535 - 6551
[2] Journal of Organic Chemistry, 2010, vol. 75, # 5, p. 1756 - 1759
[3] Tetrahedron, 2015, vol. 71, # 49, p. 9240 - 9244
[4] Journal of Medicinal Chemistry, 2000, vol. 43, # 10, p. 2049 - 2063
[5] Patent: WO2005/23814, 2005, A1. Location in patent: Page/Page column 44-45

4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline Suppliers

Canada 1 China 42 India 2 United States 4 Global 49

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131230-76-7, 4-(((tert-butyldiMethylsilyl)oxy)Methyl)anilineRelated Search:

4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline

4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]benzenaMine

108696

Benzenamine, 4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

4-[(TBDMS-oxy)methyl]-aniline

131230-76-7

Amine, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals